関: cyclopentadiene、cyclopentene

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/04/23 08:35:24」(JST)

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Cyclopentane is a highly flammable alicyclic hydrocarbon with chemical formula C₅H₁₀ and CAS number 287-92-3, consisting of a ring of five carbon atoms each bonded with two hydrogen atoms above and below the plane. It occurs as a colorless liquid with a petrol-like odor. Its melting point is −94 °C and its boiling point is 49 °C. Cyclopentane is in the class of cycloalkanes, being alkanes that have one or more rings of carbon atoms.

The typical structure of cyclopentane is the "envelope" conformation.

It is formed by cracking cyclohexane in the presence of alumina at a high temperature and pressure.

Industrial usage

Cyclopentane is used in the manufacture of synthetic resins and rubber adhesives and also as a blowing agent in the manufacture of polyurethane insulating foam, as found in many domestic appliances such as refrigerators and freezers, replacing environmentally damaging alternatives such as CFC-11 and HCFC-141b^[1]

More advanced technologies, such as computer hard drives and outerspace equipment employ multiply alkylated cyclopentane (MAC) lubricants because of their extremely low volatility.^[2]

The United States produces more than half a million kilograms of this chemical per year.

Formulation of cycloalkanes

Cycloalkanes can be formulated via a process known as catalytic reforming.

For example, 2-methylbutane can be reformed into cyclopentane, by use of a platinum catalyst. This is particularly well known in automobiles, as branched alkanes will burn much more readily.

References

^ [1] Greenpeace - Appliance Insulation
^ [2] Pennzane - lubrication technology

English Journal

High-performance lubricant additives based on modified graphene oxide by ionic liquids.

Fan X1, Wang L2.
Journal of colloid and interface science.J Colloid Interface Sci.2015 Aug 15;452:98-108. doi: 10.1016/j.jcis.2015.04.025. Epub 2015 Apr 22.
Graphene oxide (GO) is a layered material bearing a variety of oxygen-containing functional groups on its basal planes and edges, which allow it as a substrate to conduct a variety of chemical transformations. Here modified graphene oxide (MGO) was prepared using alkyl imidazolium ionic liquids (ILs
PMID 25935280

Direct measurements of the interactions between clathrate hydrate particles and water droplets.

Liu C1, Li M, Zhang G, Koh CA.
Physical chemistry chemical physics : PCCP.Phys Chem Chem Phys.2015 Jul 14. [Epub ahead of print]
Clathrate hydrate particle agglomeration is often considered to be one of the key limiting factors in plug formation. The hydrate particle-water interaction can play a critical role in describing hydrate agglomeration, yet is severely underexplored. Therefore, this work investigates the interactions
PMID 26172876

Improving Tribological Properties of Multialkylated Cyclopentanes under Simulated Space Environment: Two Feasible Approaches.

Fan X1,2, Wang L1, Li W1,2, Wan S1.
ACS applied materials & interfaces.ACS Appl Mater Interfaces.2015 Jul 8;7(26):14359-68. doi: 10.1021/acsami.5b03088. Epub 2015 Jun 23.
Space mechanisms require multialkylated cyclopentanes (MACs) more lubricious, more reliable, more durable, and better adaptive to harsh space environments. In this study, two kinds of additives were added into MACs for improving the tribological properties under simulated space environments: (a) sol
PMID 26067481

Japanese Journal

スペーストライボロジー (特集宇宙と表面科学)

小原新吾
表面科学 = Journal of the Surface Science Society of Japan 33(12), 694-699, 2012-12-00
NAID 40019525581

Mixing Properties of Binary Liquid Mixtures of Cyclopentane with Branched Alcohols at Different Temperatures

Kumar Harsh,Chadha Chanda
Bulletin of the Chemical Society of Japan 85(10), 1145-1154, 2012-10-15
NAID 10031120564

宇宙機器用グリースの技術動向

小原新吾
トライボロジスト 57(6), 398-405, 2012-06-15
NAID 10030780717

Related Pictures

★リンクテーブル★

リンク元	「シクロペンタン」「cyclopentadiene」「cyclopentene」
拡張検索	「aminocyclopentane」

「シクロペンタン」

Cyclopentane
	IUPAC name Cyclopentane
	Other names pentamethylene
Identifiers
CAS number	287-92-3
PubChem	9253
ChemSpider	8896
EC number	206-016-6
ChEBI	CHEBI:23492
RTECS number	GY2390000
Jmol-3D images	Image 1
	SMILES C1CCCC1 ;
	InChI InChI=1S/C5H10/c1-2-4-5-3-1/h1-5H2 ; Key: RGSFGYAAUTVSQA-UHFFFAOYSA-N InChI=1/C5H10/c1-2-4-5-3-1/h1-5H2; Key: RGSFGYAAUTVSQA-UHFFFAOYAL ;
Properties
Molecular formula	C5H10
Molar mass	70.1 g/mol
Appearance	clear, colorless liquid
Odor	mild, sweet
Density	0.751 g/cm3
Melting point	-93.9 °C, 179 K, -137 °F
Boiling point	49.2 °C, 322 K, 121 °F
Solubility	soluble in ethanol, acetone, ether
Acidity (pKa)	~45
Refractive index (nD)	1.4065
Hazards
NFPA 704	3 1 0
Autoignition; temperature	361 °C (682 °F)
Related compounds
Related compounds	cyclopropane, cyclobutane, cyclohexane
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references